Old Town Winchester
Winchester
Visit Old Town Winchester
Popular places to visit
Museum of the Shenandoah Valley
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Shenandoah Valley Discovery Museum
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Bright Box Theater
Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Old Court House Civil War Museum
You can study the exhibits at Old Court House Civil War Museum, a museum with a story of its own, during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Great place in the middle of everything. Beautiful rooms.
Reviewed on 11 Apr, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Place is very clean. Staff very friendly and helpful. Breakfast buffet was amazing!!! We will stay here again.
Reviewed on 12 Apr, 2026
La Quinta Inn & Suites by Wyndham Winchester
Mostly everything was satisfactory except the rooms. There was a ceiling to floor window through the wall into the bathroom. It was crazy because if you were sitting on the bed you could see someone in the shower or on the toilet. How does that even make sense. We had to hold up a towel each time ...
Reviewed on 12 Apr, 2026
Sleep Inn & Suites Winchester near University
I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature
Reviewed on 26 Mar, 2026
Microtel Inn & Suites by Wyndham Winchester
good
Reviewed on 10 Apr, 2026
Hampton Inn Winchester-University/Mall Area
Was a very nice stay. Breakfast was good. Room was good
Reviewed on 12 Apr, 2026
Other neighbourhoods around Old Town Winchester
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
